Leesburg Vacation Rentals

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Our top choices for Leesburg vacation rentals

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is CA $261
CA $290 total
includes taxes & fees
May 11 - May 12
Historic Tremain Cottages

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (211 reviews)
"Perfect spot"
United States
PATRICIA
The price is CA $292
CA $324 total
includes taxes & fees
May 19 - May 20
Mount Dora Cottages

Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
3.0 star property
Floral City
The price is CA $118
CA $391 total
includes taxes & fees
May 2 - May 3
Riverfront Floral City Stay w/ Dock & Hot Tub!

Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
2.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
The price is CA $360
CA $587 total
includes taxes & fees
May 29 - May 30
Sumner Lake Tiny House - Lake Sumner

Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (75 reviews)
"Pool was great, lake view super, staff super friendly."
United States
James
The price is CA $592
CA $657 total
includes taxes & fees
May 11 - May 12
Siena at Bella Collina

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is CA $250
CA $696 total
includes taxes & fees
May 11 - May 12
Fire Pit & Yard: Updated Winter Garden Home!

3 Mi to Spanish Springs: Peaceful Retreat w/ Perks

3 Mi to Spanish Springs: Peaceful Retreat w/ Perks
3.0 star property
Alhambra
The price is CA $166
CA $439 total
includes taxes & fees
May 3 - May 4
3 Mi to Spanish Springs: Peaceful Retreat w/ Perks

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is CA $309
CA $664 total
includes taxes & fees
May 2 - May 3
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Studio 01 - Lake Sumner

Studio 01 - Lake Sumner
2.0 star property
Clermont
The price is CA $198
CA $313 total
includes taxes & fees
May 3 - May 4
Studio 01 - Lake Sumner

Studio 02 - Lake Sumner

Studio 02 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (1 review)
The price is CA $255
CA $377 total
includes taxes & fees
May 31 - Jun 1
Studio 02 - Lake Sumner

Room 03 - Lake Sumner

Room 03 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (2 reviews)
"Office was very helpful and courteous. "
United States
Andrew
The price is CA $147
CA $217 total
includes taxes & fees
May 11 - May 12
Room 03 - Lake Sumner

Room 04 - Lake Sumner

Room 04 - Lake Sumner
2.0 star property
Clermont
4.0 out of 10, (2 reviews)
"Pain in the neck. Entire experience was aggravating. Water was turned off in the middle of the last night. No spare roll of toilet tissue, which was not a problem since we had no water the last day. Tiny room reminiscence of a small cruise cabin. No TV. "
United States
Robert A
The price is CA $141
CA $203 total
includes taxes & fees
May 25 - May 26
Room 04 - Lake Sumner
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Leesburg Hotel Reviews

Find out more about Leesburg

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Leesburg. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Leesburg?

Yes, we have vacation rentals in Leesburg close to Leesburg Center for the Arts, or you can go with a more remote option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Leesburg. The live music and festivals are some other things you might like to check out during your trip.

What's the top vacation rental that Leesburg has to offer?

Cozy Home w/ Game Room Villages and Lake Harris: Visitors give good reviews to this Leesburg vacation home rental, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Leesburg?

Expedia has 38 vacation rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Venetian Gardens and Treasure Island are a couple of scenic spots to enjoy the outdoors, whereas Paul P. Williams Auditorium is one of the cultural attractions. Lake Griffin and Plantation Golf Club are other places to visit while you're in town.

What are vacation rentals like in Leesburg?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Leesburg. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.